3,4-dihydro-2H-thiochromen-4-amine → N-(3,4-dihydro-2H-thiochromen-4-yl)-3,6-diethylpyrazin-2-amine

HRID 1824080Notes

Reaction equation

HRID 1824080 reaction equation
[CH2:1]([C:3]1[C:4]([NH:11][C@@H:12]2[C:20]3[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=3)[CH2:14][C@@H:13]2O)=[N:5][C:6]([CH2:9][CH3:10])=[CH:7][N:8]=1)[CH3:2].[S:22]1C2C(=CC=CC=2)C(N)CC1>>[S:22]1[C:15]2[C:20](=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH:12]([NH:11][C:4]2[C:3]([CH2:1][CH3:2])=[N:8][CH:7]=[C:6]([CH2:9][CH3:10])[N:5]=2)[CH2:13][CH2:14]1

Participants

3

Reactant 2

HCID 859213,4-dihydro-2H-thiochromen-4-amineHCID 58583341(1R,2S)-1-[(3,6-diethylpyrazin-2-yl)amino]-2,3-dihydro-1H-inden-2-ol

Product 1

HCID 22147347N-(3,4-dihydro-2H-thiochromen-4-yl)-3,6-diethylpyrazin-2-amine

Procedure

Following the procedure for the preparation of (1R,2S)-1-[(3,6-diethylpyrazin-2-yl)amino]-2,3-dihydro-1H-inden-2-ol but substituting 3,4-dihydro-2H-thiochromen-4-ylamine and making non-critical variations provided the title compound as a oil: 1H NMR (400 MHz, CDCl3) δ 7.71, 7.30, 7.15, 7.05, 5.44, 4.51, 3.17, 2.98, 2.68, 2.64, 2.56, 2.14, 1.31; HRMS (FAB) calcd for C17H21N3S+H 300.1534, found 300.1532.

Sources & evidence

ORD record
ord-ffd8f5db19934c779f0497355201aebf
Source dataset
uspto-grants-2006_05
Patent number
US07041672B2

Reaction notes

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